6-amino-2-octyl-1H-benzo[de]isoquinoline-1,3(2H)-dione | 58862-54-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 6-amino-2-octyl-1H-benzo[de]isoquinoline-1,3(2H)-dione
• 英文别名: 6-Amino-2-octylbenzo[de]isoquinoline-1,3-dione
• CAS: 58862-54-7
• 化学式: C₂₀H₂₄N₂O₂
• 分子量: 324.423
• InChiKey: JXDZTHSYNZZQJC-UHFFFAOYSA-N

物化性质

• 熔点：
  250-255 °C
• 沸点：
  516.8±33.0 °C(Predicted)
• 密度：
  1.177±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  63.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-amino-2-octyl-1H-benzo[de]isoquinoline-1,3(2H)-dione 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 、 mineral oil 为溶剂， 反应 74.0h， 生成 1-(6-((2-octyl-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-6-yl)amino)hexyl)-[4,4’-bipyridin]-1-ium bromide
  参考文献：
  名称：

  Slipping synthesis of cucurbit[7]uril-based [2]rotaxane in organic environment

  摘要：

  A dumbbell molecule with one naphthalimide and one isophthalic acid stoppers was synthesized and could fold into the cavity of cucurbit[7]uril (CB[7]) in formic acid to form a 1:1 complex. Once the solution of the complex was heated, the CB[7] ring would slip over the isophthalic acid unit, producing a stable [2]rotaxane. The energy barrier (Delta H-double dagger) of this slippage was estimated as 109 kJ mol(-1). (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.09.073
• 作为产物：
  描述：

  4-硝基-1,8-萘醛酸酐 在 盐酸 、 tin(II) chloride dihdyrate 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 6-amino-2-octyl-1H-benzo[de]isoquinoline-1,3(2H)-dione
  参考文献：
  名称：

  Slipping synthesis of cucurbit[7]uril-based [2]rotaxane in organic environment

  摘要：

  A dumbbell molecule with one naphthalimide and one isophthalic acid stoppers was synthesized and could fold into the cavity of cucurbit[7]uril (CB[7]) in formic acid to form a 1:1 complex. Once the solution of the complex was heated, the CB[7] ring would slip over the isophthalic acid unit, producing a stable [2]rotaxane. The energy barrier (Delta H-double dagger) of this slippage was estimated as 109 kJ mol(-1). (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.09.073

文献信息

• Novel Synthesis and Characterisation of N-Substituted-Calix[4](aza)Crown Derivatives
  作者：Zhi Qiang Shi、Ya Qing Feng、Shu Xian Meng

  DOI：10.3184/030823410x12753072795443

  日期：2010.6

  A novel series of calix[4](aza)crown derivatives is prepared by the reaction between calix[4](aza)crown and 4-bromoacetamido-N-alkyl-1, 8-naphthalimide derivatives. They may be useful fluorescent chemosensors, and have been structurally characterised by IR, ¹H NMR, ¹³C NMR, MS and elemental analyses. From the analytical data, it was found those compounds adopted a cone conformation.

  通过钙[4](氮杂)冠和 4-溴乙酰氨基-N-烷基-1, 8-萘二甲酰亚胺衍生物之间的反应，制备了一系列新型钙[4](氮杂)冠衍生物。通过红外光谱、1H NMR、13C NMR、质谱和元素分析，对它们进行了结构表征。从分析数据中可以发现，这些化合物呈锥形构象。
• Synthesis and fluorescence properties of naphthalimide-containing Tröger’s bases
  作者：Nicholas R. Deprez、Kristy A. McNitt、Matthew E. Petersen、Robert G. Brown、David E. Lewis

  DOI：10.1016/j.tetlet.2005.01.166

  日期：2005.3

  Troger's bases based on the naphthalimide fluorophore have been prepared from N-alkyl-4-amino-1,8-naphthalimides. The fluorescence emission intensity of these dyes is highly medium dependent. In cyclohexane, these dyes emit near 440 nm with high quantum yields, addition of cosolvents reduces the fluorescence intensity near 440 mn and leads to increased fluorescence intensity around 480 nm. (C) 2005 Published by Elsevier Ltd.
• IMIDIZED POLYMERS CONTAINING LUMINESCENT GROUPS AND METHOD FOR OBTAINING THEM
  申请人：Proto Antonio Alfonso

  公开号：US20110301301A1

  公开（公告）日：2011-12-08

  The present invention relates to photoactive polymers and copolymers of acrylic monomers comprising cycloimide units functionalised with at least one luminescent chromophore group, preferably photoluminescent. The present invention also relates to spectrum converters comprising the above photoactive polymers and copolymers and solar devices comprising said converters.
• US7528144B2
  申请人：——

  公开号：US7528144B2

  公开（公告）日：2009-05-05
• US9187584B2
  申请人：——

  公开号：US9187584B2

  公开（公告）日：2015-11-17